Vacation rentals in Kissimmee, United States

Carefully selected & verified rentals in Kissimmee, United States
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 934
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Stunning New Condo Close To Disney World Kissimmee
Map11.6 mi from City Centre1100 yd from Nicklaus Course
Select
16109 Bahama Bay Apartment Kissimmee
Map15.6 mi from City Centre1300 yd from
FromUS$ 237 /nightSelect
7.4
Very good
Only 5 Miles From Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8
8 adults
2 bedrooms
4 beds
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 231 /nightSelect
6.2
Nice
Resort Cottage Near Parks At Great Price!
Map7.6 mi from City Centre1400 yd from
FromUS$ 111 /nightSelect
8.0
Great
Best Place To Unwind And Have Lots Of Fun!
Map3.7 mi from City Centre1800 yd from Give Kids The World Village
FromUS$ 314 /nightSelect
8.0
Great
Dream Vacation Home!
10 adults
4 bedrooms
4 beds
Map15.1 mi from City Centre1800 yd from
FromUS$ 186 /nightSelect
8.4
Great
Somerset Villas 84
Map5.5 mi from City Centre500 yd from Aaabbb Bass Guide-Shiner King
FromUS$ 188 /nightSelect
8.6
Great
Enchanting Escape 3 Bedroom Minutes From Disney!
Map3.9 mi from City Centre1000 yd from Medieval Times
FromUS$ 281 /nightSelect
5.0
Guest rating
Disney Dream Vacation Home By Disney
Map4.0 mi from City Centre1.0 mi from
FromUS$ 297 /nightSelect
7.4
Very good
Cristina'S Tropical Villa/ Just Minutes From Disney!
Map15.5 mi from City Centre1400 yd from
FromUS$ 120 /nightSelect
Ultimate Vacation Villa Near Disney Townhouse
Map3.9 mi from City Centre1400 yd from Give Kids The World Village
FromUS$ 96 /nightSelect
7.4
Very good
Stunning Lakeview Condo Wprivate Balcony
8 adults
3 bedrooms
3 beds
Map9.7 mi from City Centre800 yd from
FromUS$ 152 /nightSelect
8.0
Great
Great 3 Bedroom Vacation Apartment With Balcony At Reunion Resort Re1356
8 adults
3 bedrooms
3 beds
Map11.6 mi from City Centre600 yd from Watson Golf Course
FromUS$ 156 /nightSelect
9.0
Perfect
Home Sweet Home Near Disneyland
Map13.9 mi from City Centre1400 yd from
FromUS$ 139 /nightSelect
9.0
Perfect
Minutes From Disney, Universal Studios And More!
Map12.6 mi from City Centre1300 yd from
FromUS$ 169 /nightSelect
8.0
Great
Beautiful Cozy Retreat Near Disney - Spacious Condo
Map4.9 mi from City Centre1300 yd from Siesta Lago Mobile Home Vlg
FromUS$ 223 /nightSelect
6.8
Nice
3 Bed Condo Resort 4 Miles - Disney
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
Select
Spectacular Apartment 2Bed 2Bath 5Min From Disney
Map5.2 mi from City Centre1300 yd from Port O'call RV Resort
FromUS$ 161 /nightSelect
Awesome Apartment At Storey Lake Sl47318
Map5.3 mi from City Centre1500 yd from Port O'call RV Resort
FromUS$ 114 /nightSelect
A Spooktacular Haunted Mansion.
Map15.6 mi from City Centre1200 yd from
FromUS$ 139 /nightSelect

Flexible Price Range for Vacation Homes in Kissimmee

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 031
⬇️ The lowest price
US$ 35
đź’¸ Average price for
3-star hotels
US$ 168
Apartments
US$ 175

Top vacation homes in Kissimmee

Based on guest reviews from the past 12 months

Tropical Paradise Retreat:
Bahama Bay Resort
Family Fun Hub:
Fantasyworld Resort
Serene Getaway:
Caribe Cove Resort
Home Away From Home:
Cozykey Vacation Rentals

How to get to Kissimmee

Explore local transportation options with ease

Airports
Orlando International (MCO)
Orlando Executive (ORL)
Train
Kissimmee Station
Racin' Station

Vacation Rentals Overview in Kissimmee

This guide provides insights into vacation rentals in Kissimmee, evaluating 3 properties to help travelers select suitable accommodations near attractions like Walt Disney World.

Typical nightly prices range from $100 to $300.

Approximately 3,000 vacation rentals are available.

Peak seasons include summer and winter holidays.

Local tax rates are around 13.5%.

Most rentals are within 10 miles of key attractions.

Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room